AVP, Strategic Technology Delivery – Claims

Definity; Toronto; Hybrid; CAD 167,000 - 217,000; Full time

Benefits offered by this job

Hybrid work schedule

Pension and RRSP matching

Incentive programs

Job summary

Definity is seeking an AVP, Strategic Technology Delivery – Claims to define and deliver the technology roadmap for Claims and CI. You will partner with business leaders, architecture, data, and vendors to drive digital transformation and operational excellence.

The role leads end-to-end delivery, ensures initiatives are on time and within budget, and builds high-performing cross-functional teams for customer-centric delivery. Experience in insurance tech and governance is preferred.

Qualifications

• Proven track record leading large-scale strategic programs.

Responsibilities

• Define and deliver strategic technology roadmap for Claims & CI.
• Lead end-to-end delivery of complex technology initiatives.

Skills

Leadership

Strategy

Agile

DevOps

Stakeholder management

Cross-functional leadership

Budgeting

Vendor management

Change leadership

Education

Bachelor’s or Master’s degree in CS/IT/Engineering/Business Admin

Job description

Job Description

The AVP, Strategic Technology Delivery – Claims is responsible for defining and delivering the strategic technology roadmap for Claims and Customer Interaction (CI), serving as the key link between business strategy and technology execution. Partnering closely with business leaders, Technology Services, enterprise architecture, and external vendors, this role oversees the development of technology solutions, business cases, and delivery strategies that support digital transformation and operational excellence. The AVP leads the end-to-end delivery of complex technology and business transformation initiatives, ensuring investments are executed effectively and deliver measurable business value. This role drives agile delivery, portfolio governance, and stakeholder alignment while building and leading high-performing cross-functional teams to support Definity's customer, digital, and operational transformation objectives.

What To Expect

• Partner with Claims leadership to align technology initiatives with business strategy, transformation goals, and operational priorities.
• Develop and maintain the strategic technology roadmap and portfolio for Claims and Customer Interaction (CI).
• Lead the development of business cases, investment proposals, and funding recommendations for large-scale technology initiatives.
• Collaborate with Architecture, Data, Cybersecurity, Infrastructure, and Platform teams to define sustainable technology solutions.
• Oversee the end-to-end delivery of complex technology and business transformation programs.
• Ensure initiatives are delivered on time, within budget, and aligned with expected business outcomes and benefits.
• Drive agile delivery practices, continuous improvement, and operational excellence across technology initiatives.
• Monitor program performance, risks, dependencies, and delivery health, providing executive-level reporting and governance.
• Build and lead high-performing cross-functional teams, fostering a culture of accountability, innovation, and customer-centric delivery.
• Lead organizational change and transformation efforts, ensuring stakeholder readiness, adoption, and realization of strategic business outcomes.

What You Bring

• Bachelor’s or Master’s degree in Computer Science, Information Technology, Engineering, Business Administration, or a related field.
• 12+ years of progressive leadership experience in technology delivery, program management, application development, or business transformation.
• Proven track record leading large-scale strategic programs, portfolios, and enterprise-wide transformation initiatives.
• Strong experience operating within Agile, Product, and DevOps environments.
• Demonstrated ability to lead and influence cross-functional, matrixed teams across business and technology functions.
• Experience developing business cases, securing funding, and presenting recommendations to executive leadership and governance committees.
• Strong stakeholder management skills, with the ability to build partnerships across business, technology, and vendor organizations.
• Experience managing technology vendors, consulting partners, and strategic supplier relationships.
• Strong strategic thinking, execution, and change leadership capabilities.
• Insurance industry experience, particularly within Claims, Customer Operations, or Digital Channels, is preferred.

Salary Range: $166,500-$216,500

Actual salary for the role may vary depending on work location of the successful candidate and other factors including but not limited to, skills, education, experience, working conditions and the local labour market.

This position is being posted to fill an existing vacancy.

What’s in it for you?

• Hybrid work schedule for most roles
• Company share ownership program
• Incentive Program - Eligible employees may participate in various incentive plans which are paid out at the discretion of the company and subject to individual and company performance.
• Pension and savings programs, with company-matched RRSP contributions
• Paid volunteer days and company matching on charitable donations
• Educational resources, tuition assistance, and paid time off to study for exams
• Focus on inclusion with employee groups, support for gender affirmation surgery, access to BIPOC counsellors, access to programs for working parents
• Wellness and recognition programs
• Discounts on products and services

Go ahead and expect a lot — you deserve it.

It’s better here — but don’t take our word for it. Definity was named by Great Place to Work® as one of the Best Workplaces™ in Canada for women, for youth, and for inclusion.

Our inclusive work environment welcomes diversity and supports accessibility. If you require accommodation at any time during the recruitment process, please let us know by contacting [e-mail].

As part of Definity’s commitment to reconciliation, we acknowledge that our work, meetings, and travel take place on the lands now known as Canada, and recognize the enduring presence, wisdom, and stewardship of the First Nations, Métis, and Inuit peoples who have long cared for these lands.

Background checks

This role requires successful clearance of background checks (including criminal checks and leadership references).

About The Team

Definity is the parent company to some of Canada’s most long-standing and innovative insurance brands, including Economical Insurance, Sonnet Insurance, Family Insurance Solutions, and Petline Insurance. Our ambition is to be one of Canada’s leading and most innovative property and casualty insurers. We can’t do that without our people, so we embrace and encourage a culture that’s collaborative, ambitious, rewarding, and empowering.

We offer a flexible, hybrid work experience where employees work from the office and virtually depending on the type of work they are doing and who they are working with. Bring your true self and be a part of our journey. It’s better here.